3,3',4',5-Tetrachlorosalicylanilide

Base Information

• Chemical Name: 3,3',4',5-Tetrachlorosalicylanilide
• CAS No.: 1154-59-2
• Molecular Formula: C13H7 Cl4 N O2
• Molecular Weight: 351.016
• Hs Code.: 29242998
• European Community (EC) Number: 214-576-8
• UNII: HNE676755I
• DSSTox Substance ID: DTXSID4040767
• Nikkaji Number: J7.287G
• Wikidata: Q27225696
• Pharos Ligand ID: T1LC1C989YJM
• Metabolomics Workbench ID: 66915
• ChEMBL ID: CHEMBL291338
• Mol file: 1154-59-2.mol

Synonyms:3,3',4',5-tetrachlorosalicylanilide;TCSA

Chemical Property of 3,3',4',5-Tetrachlorosalicylanilide

Chemical Property:

• Melting Point: 162ºC
• Refractive Index: 1.6200 (estimate)
• Boiling Point: 408.1ºC at 760 mmHg
• PKA: 6.08±0.48(Predicted)
• Flash Point: 200.6 ºC
• PSA: 49.33000
• Density: 1.636 g/cm³
• LogP: 5.33110
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 350.920139
• Heavy Atom Count: 20
• Complexity: 357

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,3,4,5-TETRACHLORO SALICYLANILIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1NC(=O)C2=C(C(=CC(=C2)Cl)Cl)O)Cl)Cl
• Uses: Bacteriostat; preservative (textile finishes, cutting oils, plastics); use in foods, drugs, and cosmetics may be restricted. 3,3',4',5-Tetrachlorosalicylanilide is a bacteriostat used in shampoos, surgical and laundry soaps, polishes, rinses, deodorants etc.; in cooling fluids, textile finishes.

Technology Process of 3,3',4',5-Tetrachlorosalicylanilide

There total 3 articles about 3,3',4',5-Tetrachlorosalicylanilide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

3,5-dichlorosalicylic acid (320-72-9) + m,p-dichloroaniline (95-76-1) → 3,3',4',5-tetrachlorosalicylanilide (1154-59-2)

Guidance literature:

With phosphorus trichloride; In chlorobenzene; for 3h; Heating;

DOI:10.1002/(SICI)1521-4184(199801)331:1<3::AID-ARDP3>3.0.CO;2-2

Reference yield:

3,5-dichloro-2-hydroxy-benzoyl chloride (39614-80-7) + m,p-dichloroaniline (95-76-1) → 3,3',4',5-tetrachlorosalicylanilide (1154-59-2)

Guidance literature:

In 1,4-dioxane; at 85 ℃; for 2h;

DOI:10.1016/j.bmcl.2008.04.068

Reference yield:

→ 3,3',4',5-tetrachlorosalicylanilide (1154-59-2)

Guidance literature:

DOI:10.1002/jps.2600501006

upstream raw materials:

3,5-dichlorosalicylic acid

m,p-dichloroaniline

3,5-dichloro-2-hydroxy-benzoyl chloride

Downstream raw materials:

6,8-dichloro-3-(3,4-dichloro-phenyl)-benzo[e][1,3]oxazine-2,4-dione

Refernces

• 1、 Waisser, Karel,Hladuvkova, Jana,Gregor, Jiri,Rada, Tomas,Kubicova, Lenka,Klimesova, Vera,Kaustova, Jarmila. "Relationships between the chemical structure of antimycobacterial substances and their activity against atypical strains. Part 14: 3-Aryl-6,8-dihalogeno-2H-1,3-benzoxazine-2,4(3H)-diones)". . p. 3 - 6. Retrieved 2007/10/03.